She spent her early years in Marblehead, Massachusetts, before her father's work relocated the family to North Chevy Chase in Maryland to help with the wartime effort.

[2][3] Tasha’s parents divorced when she was nine, following her mother's rejection of the strict society in Boston in favor of a more bohemian existence as a painter in Greenwich Village.

The children spent much of their time performing scenes from Shakespeare and in plays written by "Aunt Gwen", the household matriarch.

[4] Tasha had developed a strong desire to live an agrarian lifestyle in the New England countryside, and she worked to advance her dream even while still young.

She also collaborated in 1957 with Nell Dorr to produce the 24-minute 16mm film The Golden Key: Enter the Fantasy World of Tasha Tudor.

Mother and son as well as daughter Efner, who published a couple of books together with Tasha Tudor, worked closely on family endeavors.

Her books are highly valued possessions of an appreciative audience—one that has grown since she was first represented in the 1940s by the Pennsylvania shop The Dutch Inn in Mill Hall.

She also created thousands of original works of art which appear on Christmas cards, Advent calendars, Valentines, posters, and in other forms.

The original art for these two books belongs to Colonel Thomas Strong Tudor and was loaned through the auspices of the Pierpont Morgan Library.

Many other original paintings and her first miniature illustrated manuscript Hitty's Almanac were included in the 2006 exhibition at the Shelburne Museum in Vermont.